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Triethylamine → 4-[5-[4-(6-Methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester

HRID 1816689
ノート
印刷プレビュー

反応式

HRID 1816689 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11](Cl)=[N:12][OH:13])=[CH:7][CH:6]=1)=[O:4].[C:15]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][O:30][CH3:31])=[CH:19][CH:18]=1)#[CH:16].C(N(CC)CC)C>O1CCCC1.ClCCl>[CH3:1][O:2][C:3](=[O:4])[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][O:30][CH3:31])=[CH:19][CH:18]=3)[O:13][N:12]=2)=[CH:7][CH:6]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 224946961-Ethynyl-4-(6-methoxyhexyloxy)benzeneHCID 73989494alpha-Chloro-4-methoxycarbonylbenzaldoxime

生成物 1

HCID 543928284-[5-[4-(6-Methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester収率 73.3%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒
HCID 8028
Tetrahydrofuran
溶媒
2 回

反応条件

温度
40 °C

実験手順

To a solution of 4-methoxycarbonylphenylhydroxyiminomethyl chloride (975 mg) and 1-ethynyl-4-(6-methoxyhexyloxy)benzene (1.06 g) in tetrahydrofuran (10 ml) was added triethylamine (0.83 ml) in tetrahydrofuran (10 ml) over a period of 30 minutes at 40° C., and the mixture was stirred at 40° C. for 3 hours and 30 minutes. The mixture was diluted with dichloromethane and washed with water and brine. The separated organic layer was dried over magnesium sulfate and evaporated under reduced pressure. The residue was triturated with acetonitrile. The precipitate was collected by filtration and dried to give 4-[5-[4-(6-methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester (1.37 g).

後処理

  1. washwashed with water and brine
  2. dry with materialThe separated organic layer was dried over magnesium sulfate
  3. customevaporated under reduced pressure
  4. customThe residue was triturated with acetonitrile
  5. filtrationThe precipitate was collected by filtration
  6. customdried

出典と根拠

ORDレコード
ord-5e230c76fefc4caa8c269cf774251b70
出典データセット
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06884868B1

反応ノート

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